Drug General Information (ID: D0167)
  Drug Name
Benzylpenicillin
  Drug Type Small molecule
  Drug Synonymous
penicillin g; Benzylpenicillinic acid; Free penicillin II; Pencillin G; 61-33-6; Benzylpenicillin G; Bencilpenicilina; Benzylpenicillinum; Benzyl penicillin; Free penicillin G; Dropcillin; Pharmacillin; Gelacillin; Liquacillin; Benzopenicillin; Cilopen; Pradupen; Benzylpenicilline; Specilline G; Cilloral; Cosmopen; Ursopen; Galofak; Free benzylpenicillin; Compocillin G; Phenylacetamidopenicillanic acid; 6-(2-Phenylacetamido)penicillanic acid; Pfizerpen; Benzyl-6-aminopenicillinic acid
    Click to Show/Hide
  Therapeutic Class Antibiotics
  Structure Could Not Find 2D Structure
3D Structure 2D Structure
  Formula C16H18N2O4S
  InChI 1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1
  InChIKey JGSARLDLIJGVTE-MBNYWOFBSA-N
  Canonical SMILES CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C
  External Link
Pubchem ID 5904
CAS Number 61-33-6
CHEBI ID 18208
TTD ID D00QAR
INTEDE ID DR2164
VARIDT ID DR00488

Drug-Drug Interaction Network
  Sunburst Graph
AM001  Affected gastrointestinal absorption
AM003  Affected organization distribution
AM005  Affected excretion pathways
AM006  Pharmacodynamic additive effects
AM007  Pharmacodynamic antagonistic effects
BM002  Altered intestinal flora
BM014  Interference of cell/tissue uptake
BM028  Competitive inhibition of renal tubular secretion
BM050  Increased risk of bleeding
BM100  Antagonize the effect of vaccine/toxoid
BM107  Attenuated pharmacological effects (Unspecific)
  Relation Graph
 Full list of drugs interacting with Benzylpenicillin
      Affected gastrointestinal absorption
   Altered intestinal flora Drug Num:  2
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1094
 
Mycophenolate mofetil
 
C23H31NO7
 
5281078 
Moderate    Inter Info   
[28], [29]
D1095
 
Mycophenolic acid
 
C17H20O6
 
446541 
Moderate    Inter Info   
[28], [29]
      Affected organization distribution
   Interference of cell/tissue uptake Drug Num:  2
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1817
 
Indium In-111 oxyquinoline
 
C27H18InN3O3
 
16685037 
Moderate    Inter Info   
[11]
D1822
 
Iodide I-123
 
I-
 
135300 
Moderate    Inter Info   
[12], [13], [14]
      Affected excretion pathways
   Competitive inhibition of renal tubular secretion Drug Num:  3
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1025
 
Methotrexate
 
C20H22N8O5
 
126941 
Major    Inter Info   
[5], [6], [7]
D0576
 
Entecavir
 
C12H15N5O3
 
135398508 
Moderate    Inter Info   
[27]
D1341
 
Probenecid
 
C13H19NO4S
 
4911 
Minor    Inter Info   
[30], [31], [32]
      Pharmacodynamic additive effects
   Increased risk of bleeding Drug Num:  3
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0087
 
Anisindione
 
C16H12O3
 
2197 
Moderate    Inter Info   
[8], [9], [10]
D0481
 
Dicoumarol
 
C19H12O6
 
54676038 
Moderate    Inter Info   
[8], [9], [10]
D1711
 
Warfarin
 
C19H16O4
 
54678486 
Moderate    Inter Info   
[8], [9], [10]
      Pharmacodynamic antagonistic effects
   Antagonize the effect of vaccine/toxoid Drug Num:  2
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1914
 
Typhoid vaccine (live)
 
NA
 
NA
Major    Inter Info   
[1], [2], [3]
D1693
 
Vibrio cholerae CVD 103-HgR strain live antigen (live)
 
NA
 
NA
Major    Inter Info   
[4]
   Attenuated pharmacological effects (Unspecific) Drug Num:  11
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1011
 
Mestranol
 
C21H26O2
 
6291 
Moderate    Inter Info   
[15], [16], [17]
D1287
 
Picosulfuric acid
 
C18H15NO8S2
 
5243 
Moderate    Inter Info   
[18], [19], [20]
D1445
 
Sarecycline
 
C24H29N3O8
 
54681908 
Moderate    Inter Info   
[21], [22], [23]
D0313
 
Chloramphenicol
 
C11H12Cl2N2O5
 
5959 
Moderate    Inter Info   
[24], [25], [26]
D0441
 
Demeclocycline
 
C21H21ClN2O8
 
54680690 
Moderate    Inter Info   
[21], [22], [23]
D0530
 
Doxycycline
 
C22H24N2O8
 
54671203 
Moderate    Inter Info   
[21], [22], [23]
D0606
 
Estradiol
 
C18H24O2
 
5757 
Moderate    Inter Info   
[15], [16], [17]
D0619
 
Ethinylestradiol
 
C20H24O2
 
5991 
Moderate    Inter Info   
[15], [16], [17]
D1070
 
Minocycline
 
C23H27N3O7
 
54675783 
Moderate    Inter Info   
[21], [22], [23]
D1209
 
Oxytetracycline
 
C22H24N2O9
 
54675779 
Moderate    Inter Info   
[21], [22], [23]
D1564
 
Tetracycline
 
C22H24N2O8
 
54675776 
Moderate    Inter Info   
[21], [22], [23]
References
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2 UK government "Typhoid.".
3 American Medical Association, Division of Drugs and Toxicology "Drug evaluations annual 1994." Chicago, IL: American Medical Association (1994).
4 Product Information. Vaxchora (cholera vaccine, live). PaxVax, Miami, FL.
5 Dean R, Nachman J, Lorenzana AN "Possible methotrexate-mezlocillin interaction." Am J Pediatr Hematol Oncol 14 (1992): 88-92. [PMID: 1550270]
6 Product Information. Methotrexate (methotrexate). Lederle Laboratories, Wayne, NJ.
7 Yamamoto K, Sawada Y, Matsushita Y, Moriwaki K, Bessho F, Iga T "Delayed elimination of methotrexate associated with piperacillin administration." Ann Pharmacother 31 (1997): 1261-2. [PMID: 9337457]
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11 Product Information. Indium Oxyquinoline In-111 (indium oxyquinoline In-111). GE Healthcare, Princeton, NJ.
12 Product Information. Rexulti (brexpiprazole). Otsuka American Pharmaceuticals Inc, Rockville, MD.
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14 Product Information. Sodium Iodide I-123 (sodium iodide I-123). GE Healthcare, Princeton, NJ.
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18 Product Information. Prepopik (citric acid/Mg oxide/Na picosulfate). Ferring Pharmaceuticals Inc, Tarrytown, NY.
19 MHRA. Medicines and Healthcare Regulatory Agency (general site Reference).
20 Product Information. Clenpiq (citric acid/Mg oxide/Na picosulfate). Ferring Pharmaceuticals Inc, Tarrytown, NY.
21 Product Information. Seysara (sarecycline). Allergan Inc, Irvine, CA.
22 Jawetz E "Synergism and antagonism among antimicrobial drugs: a personal perspective." West J Med 123 (1975): 87-91
23 Olsson RA, Kirby JC, Romansky MJ "Pneumococcal meningitis in the adult." Ann Intern Med 55 (1961): 545-9
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27 Product Information. Baraclude (entecavir). Bristol-Myers Squibb, Princeton, NJ.
28 Product Information. CellCept (mycophenolate mofetil). Roche Laboratories, Nutley, NJ.
29 Product Information. Myfortic (mycophenolic acid). Novartis Pharmaceuticals, East Hanover, NJ.
30 Allen MB, Fitzpatrick RW, Barratt A, Cole RB "The use of probenecid to increase the serum amoxycillin levels in patients with bronchiectasis." Respir Med 84 (1990): 143-6. [PMID: 2371437]
31 Sutherland R, Croydon EA, Rolinson GN "Amoxycillin: a new semi-synthetic penicillin." Br Med J 3 (1972): 13-6. [PMID: 4402672]
32 Waller ES, Sharanevych MA, Yakatan GJ "The effect of probenecid on nafcillin disposition." J Clin Pharmacol 22 (1982): 482-9. [PMID: 7174857]